33834-36-5Relevant academic research and scientific papers
Visible-Light Driven C-P Bond Formation with Recyclable Carbon Nitride Photocatalyst
Guo, Wusheng,Liu, Yang
, (2022/05/12)
The development of metal-free chemical process with recyclable heterogeneous catalyst under ambient conditions is highly desired in industrial production, especially for pharmaceutical purpose. We herein reported the efficient synthesis of pharmaceuticall
Cu/Picolinamides-Catalyzed Coupling of (Hetero)aryl Halides with Secondary Phosphine Oxides and Phosphite?
Fang, Chao,Wei, Bangguo,Ma, Dawei
supporting information, p. 2957 - 2961 (2021/08/23)
Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of (hetero)aryl halides with secondary phosphine oxides and phosphites. Only 3—5 mol% CuI and ligands were required to ensure coupling with a number of (hetero)aryl bromides and iodides to complete at 120 oC in 10—20 h.
Visible-light-induced ligand-free RuCl3 catalyzed C-H phosphorylation in water
Gou, Xue-Ya,Zhang, Bo-Sheng,Wang, Xin-Gang,Shi, Wei-Yu,Liu, Hong-Chao,An, Yang,Zhang, Zhe,Liang, Yong-Min
supporting information, p. 4704 - 4707 (2020/05/22)
Visible-light-induced C-H phosphorylation of para-CAr-H and heteroarenes was realized using cost-effective RuCl3 as a catalyst. The reaction conditions are green and environmentally friendly, using water as a solvent at room temperature and without ligands. A broad range of highly functional organophosphorus compounds were obtained via a cross-dehydrogenation-coupling (CDC) reaction. In addition, we also proved that RuCl3 is a photocatalyst via its absorption spectrum and on/off light experiments.
Manganese-Catalyzed and Mediated Synthesis of Arylphosphinates and Related Compounds
Berger, Olivier,Montchamp, Jean-Luc
, p. 9239 - 9256 (2019/08/12)
The free-radical arylation of H-phosphinates and related compounds was examined. A practical catalytic process with the air as the oxidant could not be found. However, an inexpensive and robust methodology was developed, using catalytic Mn(II) as the radi
Non-Doped Deep Blue and Doped White Electroluminescence Devices Based on Phenanthroimidazole Derivative
Chen, Shuo,Wu, Yukun,Hu, Shoucheng,Zhao, Yi,Fang, Daining
, p. 451 - 461 (2017/03/07)
A novel deep-blue emitter PhImPOTD based on phenathroimidazole was synthesized, which is incorporated by an electron-donating dibenzothiophene unit and electron-withdrawing phenanthroimidazole and diphenylphosphine oxide moieties. Furthermore, the weak π–π stacking and intermolecular aggregation render the photoluminescence quantum yield is as high as 0.34 in the solid state. Non-doped organic light emitting diodes (OLEDs) based on PhImPOTD emitter exhibits a low turn-on voltage of 3.6?V, a favorable efficiency of 1.13?cd A?1 and a deep blue emission with Commission Internationale de l’Eclairage (CIE) coordinates of (0.15, 0.08). The CIE is very close to the NTSC (National Television Standards Committe) blue standard (CIE: 0.14, 0.08). PhImPOTD is also utilized as blue emitter and the host for a yellow emitter (PO-01) to fabricate white organic light-emitting diodes (WOLEDs). This gives a forward-viewing maximum CE of 4.83?cd A?1 and CIE coordinates of (0.32, 0.32) at the luminance of 1000?cd?m?2. Moreover, the single-carrier devices unambiguously demonstrate that typical bipolar-dominant characteristics of PhImPOTD. This work demonstrates not only that the phenanthroimidazole unit is an excellent building block to construct deep blue emission materials, but also the introduction of a diphenylphosphine oxide deprotonation substituent is an efficient tactic for harvesting deep-blue emitting devices.
Solid-phase cyclopalladation in S,C,S′-pincer systems: Rising alternative for synthesis in solution
Aleksanyan, Diana V.,Klemenkova, Zinaida S.,Vasil'Ev, Andrei A.,Gorenberg, Arkadii Ya.,Nelyubina, Yulia V.,Kozlov, Vladimir A.
, p. 3216 - 3226 (2015/03/05)
In pursuit of a new and simple approach to complex organometallic systems, the possibility of formation of a palladium-carbon bond in the solid state via direct cyclopalladation has been studied toward several S,C,S′-pincer ligands with thione sulfur donors of different nature. It is found that mixtures of the ligand and PdCl2(NCPh)2 obtained by the manual grinding of reactants in a mortar efficiently undergo solid-phase cyclometalation upon heating in open test tubes without the addition of a solvent to afford the desired pincer-type products in high yields. In the case of the most active bis(thiocarbamoyl) ligand, solid-phase cyclopalladation proceeds even at room temperature. For the challenging bis(thiophosphoryl) derivative, the preformed non-metallated complexes can be successfully used as a starting material to essentially enhance the yield of the desired pincer complex compared to the conventional synthesis in solution. The solid-phase transformation is followed by IR spectroscopy and SEM analysis. The results obtained show that the suggested solid-phase methodology can serve as a powerful alternative to conventional synthesis of pincer complexes in solution. This journal is
Ni(II)/Zn catalyzed reductive coupling of aryl halides with diphenylphosphine oxide in water
Zhang, Xinghua,Liu, Huizhi,Hu, Xiaomei,Tang, Guo,Zhu, Jun,Zhao, Yufen
supporting information; experimental part, p. 3478 - 3481 (2011/09/13)
P-Arylation in water has been developed via cross-coupling of aryl halides with diphenylphosphine oxide (Ph2P(O)H) and (RP)-(-)- menthyl benzylphosphinate catalyzed by NiCl2?6H2O/Zn under relatively mild conditions.
One-pot palladium-catalyzed phosphination of aryl iodides with Ph2PSnR3
Martín Sandra E., E.,Bonaterra, Mariana,Rossi, Roberto A.
, p. 223 - 227 (2007/10/03)
We found a very efficient one-pot phosphination reaction starting with Ph3P, which by reaction with Na metal in liquid ammonia gives Ph2P- ions that reacted with R3SnCl to afford (trialkylstannyl)diphenylphosphine. The palladium-catalyzed coupling reaction of these stannanes with aryl iodides yield functionalized phosphines in high yield (69-97%). The use of Ph3P as starting reagent, the endurance of the reaction to a wide variety of functional groups and the easiness of a one-pot reaction make this method a useful and versatile approach to tertiary phosphine oxides.
N-aryl-3,3,3-trifluoro-2-hydroxy-2-methylpropanamides: K(ATP) potassium channel openers. Modifications on the western region
Ohnmacht, Cyrus J.,Russell, Keith,Empfield, James R.,Frank, Cathy A.,Gibson, Keith H.,Mayhugh, Daniel R.,McLaren, Frances M.,Shapiro, Howard S.,Brown, Frederick J.,Trainor, Diane A.,Ceccarelli, Christopher,Lin, Margaret M.,Masek, Brian B.,Forst, Janet M.,Harris, Robert J.,Hulsizer, James M.,Lewis, Joseph J.,Silverman, Stuart M.,Smith, Reed W.,Warwick, Paul J.,Kau, Sen T.,Chun, Alexa L.,Grant, Thomas L.,Howe, Burton B.,Li, Jack H.,Trivedi, Shephali,Halterman, Tracy J.,Yochim, Christopher,Dyroff, Martin C.,Kirkland,Neilson, Kathleen L.
, p. 4592 - 4601 (2007/10/03)
A subset of antiandrogen compounds, the N-aryl-3,3,3-trifluoro-2- hydroxy-2-methylpropanamides 1, were found to activate ATP sensitive potassium channels (K(ATP)) and represent a new class of potassium channel openers (PCOs). A structure-activity relation
synthesis and Solid-State Structure of Substituted Arylphosphine Oxides
Whitaker, Craig M.,Kott, Kevin L.,McMahon, Robert J.
, p. 3499 - 3508 (2007/10/02)
We described the preparation and characterization of several new arylphosphine oxides, which are of interest as second-order nonlinear optical materials. (4-Aminophenyl)diphenylphosphine oxide (1a), bis(4-aminophenyl)phenylphosphine oxide (2a), and (4-aminophenyl)bisphosphine oxide (5) were prepared by addition of aryl Grignard and organolithium reagents containing protected amines to phosphorus oxyhalides.Alternatively, 1a was prepared by treatment of (4-bromophenyl)diphenylphosphine oxide with azidomethyl phenyl sulfide, followed by hydrolysis. (4-Aminophenyl)(4'-nitrophenyl)phenylphosphine oxide (6) was prepared by nucleophilic aromatic substitution of bis(4-fluorophenyl)phenylphosphine oxide to give the corresponding dinitro compound, followed by selective mono-reduction.The X-ray crystal structure of (4-aminophenyl)diphenylphosphine oxide (1a), along with those of mono-, di-, and trihydroxy triphenylphosphine oxides 1b, 2b, and 3b, exhibit extensive intermolecular hydrogen bonding.The hydrogen bonding in 1a and 1b produces chains of arylphosphine oxide molecules with a head-to-tail alignment; the chains pack in an antiparallel manner to produce solid-state structures that display only slight deviations from centrosymmetry.
